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GB1010184A - Reactive azo dyes containing haloacylaminomethyl groups - Google Patents

Reactive azo dyes containing haloacylaminomethyl groups

Info

Publication number
GB1010184A
GB1010184A GB22541/62A GB2254162A GB1010184A GB 1010184 A GB1010184 A GB 1010184A GB 22541/62 A GB22541/62 A GB 22541/62A GB 2254162 A GB2254162 A GB 2254162A GB 1010184 A GB1010184 A GB 1010184A
Authority
GB
United Kingdom
Prior art keywords
acid
methyl
carbon atoms
dye
dyes
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB22541/62A
Inventor
Dr Ulrich Blass
Dr Walter Wehrli
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sandoz AG
Original Assignee
Sandoz AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from CH718360A external-priority patent/CH397909A/en
Application filed by Sandoz AG filed Critical Sandoz AG
Publication of GB1010184A publication Critical patent/GB1010184A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
    • C09B62/465—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring the reactive group being an acryloyl group, a quaternised or non-quaternised aminoalkyl carbonyl group or a (—N)n—CO—A—O—X or (—N)n—CO—A—Hal group, wherein A is an alkylene or alkylidene group, X is hydrogen or an acyl radical of an organic or inorganic acid, Hal is a halogen atom, and n is 0 or 1
    • C09B62/47—Azo dyes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Abstract

The invention comprises water-soluble reactive azo dyes which contain at least one group of the formula -O-arylene-(CH2-NH-CO-R-Hal)n wherein R represents a divalent saturated or unsaturated aliphatic hydrocarbon radical, which may be substituted by halogen and has 1 to 3 carbon atoms, n represents one of the integers 1 or 2, Hal represents chlorine or bromine and arylene represents an arylene radical of the benzene or naphthalene series which may contain one or more substituents chosen from alkyl groups with 1 to 5 carbon atoms, alkoxy groups with 1 to 5 carbon atoms and cyclo-alkyl groups and if desired in addition at least one halogen atom. The dyes are prepared by reacting with an appropriate mono- or diazo dye or an appropriate organic compound capable of azo dye formation a reaction product of formaldehyde or a compound which splits off formaldehyde and an amide of an aliphatic saturated or unsaturated halogen carboxylic acid with 2 to 4 carbon atoms and converting the product obtained from an organic compound capable of azo dye formation by suitable reaction to an azo dye. In examples: the dye 1-aminobenzene-2,5-disulphonic acid --> 1-[41-(411-methyl)-phenoxyl]-phenyl-3 -methyl-5-pyrazolone is dissolved in sulphuric acid and reacted with chloracetic acid-N-hydroxymethylamide (1); and 3-amino-41-methyl-1, 11-diphenyl-ether-4-sulphonic acid is dissolved in sulphuric acid and reacted with chloroacetamide and symmetrical dichlorodimethyl ether, the product is diazotized and coupled with 1 - (21,51 - dichloro) - phenyl - 3 - methyl-5-pyrazolone-41-sulphonic acid to obtain a yellow dye (2). Additional examples are furnished. The dyes are suitable for colouring wool, silk, synthetic polyamide fibres, leather and natural and regenerated cellulose.
GB22541/62A 1960-06-24 1962-06-12 Reactive azo dyes containing haloacylaminomethyl groups Expired GB1010184A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH718360A CH397909A (en) 1960-06-24 1960-06-24 Process for the preparation of reactive azo dyes
CH680161A CH453527A (en) 1960-06-24 1961-06-12 Process for the preparation of reactive azo dyes

Publications (1)

Publication Number Publication Date
GB1010184A true GB1010184A (en) 1965-11-17

Family

ID=25700204

Family Applications (1)

Application Number Title Priority Date Filing Date
GB22541/62A Expired GB1010184A (en) 1960-06-24 1962-06-12 Reactive azo dyes containing haloacylaminomethyl groups

Country Status (5)

Country Link
US (2) US3158597A (en)
BE (1) BE618604A (en)
CH (1) CH453527A (en)
FR (1) FR82013E (en)
GB (1) GB1010184A (en)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3278515A (en) * 1962-12-31 1966-10-11 Gen Aniline & Film Corp Organo azo, anthraquinone and phthalocyanine dyestuffs
NL128673C (en) * 1964-03-24
US3891618A (en) * 1969-11-12 1975-06-24 Ciba Geigy Ag Azo-dyestuffs containing {60 ,{62 -dichloropropionylamino or {60 ,{62 -dibromopropionylamino groups
BE795634A (en) * 1972-02-26 1973-08-20 Basf Ag WATER-SOLUBLE DIS-AZOIC COLORANTS FROM THE PYRAZOLE SERIES
DE2232541C3 (en) * 1972-07-03 1978-06-15 Bayer Ag, 5090 Leverkusen Monoazo reactive dyes and their use for dyeing and printing textile materials containing hydroxyl or amide groups
DE3029383A1 (en) * 1980-08-01 1982-03-18 Hoechst Ag, 6000 Frankfurt WATER-SOLUBLE, FIBER-REACTIVE COMPOUNDS, THEIR PRODUCTION AND USE AND NEW (BETA) -CHLORAETHYLSULFONYLMETHYL-BENZOESAIC HALOGENIDES AND THEIR USE AS FIBER-REACTIVE ANCHORS
DE10337637A1 (en) * 2003-08-16 2005-03-17 Dystar Textilfarben Gmbh & Co Deutschland Kg Dye mixtures of fiber-reactive azo dyes, their preparation and their use

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2199048A (en) * 1935-08-17 1940-04-30 Chem Ind Basel Acyl derivatives of azo dyestuffs and process of preparing same
US2741656A (en) * 1951-03-02 1956-04-10 Ciba Ltd Manufacture of acid amide derivatives of azo-compounds
US2993885A (en) * 1956-06-29 1961-07-25 Ciba Ltd 2-naphthylazo phenylamine-4, 6-dichlorotriazines
US2904543A (en) * 1957-04-09 1959-09-15 Sandoz Ag Acid monoazo dyestuffs
US2975167A (en) * 1958-04-23 1961-03-14 Geigy Ag J R Monoazo dyestuffs

Also Published As

Publication number Publication date
CH453527A (en) 1968-06-14
BE618604A (en)
FR82013E (en) 1964-03-16
US3158597A (en) 1964-11-24
US3247184A (en) 1966-04-19

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